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Kissimmee Weekly Rentals

(32 rentals)
Kissimmee Villa · Weekly Rentals
Sleeps 8, 4 bedrooms, 3 bathrooms
20 reviews

Distance to park: 4 miles to MGM, Universal, Epcot,

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beautiful and spacious 4 bedroom /3 bath private villa only 3 miles to Disney and all parks. Including heated pool/jacuzzi and game room and Wi fi . Fully furnished with all kitchen needs . Greatest location to shopping , all major restaurants and stores including supermarkets and more. Minutes to...

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Featured review

"Everything a family would need for a great stay!!"

Location was great, close to attractions, many restaurants and shopping. The house was nicely played out and spacious. Love the heated pool and game room. Everything you need is available.

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$890
per week
Kissimmee Villa · Weekly Rentals
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sunset Villa - your gateway to a magical Florida holiday experience. This ideally situated villa gives you convenient access to all Disney, Universal & Sea World theme parks, Sunset Villa is located in the community development of Cumbrian Lakes, (a gated community) set in a rural conservation area,...

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$1,370
per week
Last Minute Deal
Kissimmee Villa · Weekly Rentals
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Minnie's Mansion! A 5 bd/ 5 bth pool home located in the closest community to Disney World-Windsor Hills Resort!WE HAVE ALL 5 STAR REVIEWS ON VRBO #3553563This resort features, $2.1 mil Lagoon Style pool with Zero Depth Entry and Water Slides. Also, with a Water Park for the littles!...

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$1,505
per week
Kissimmee Villa · Weekly Rentals
Sleeps 8, 4 bedrooms, 3 bathrooms
9 reviews

Distance to park: 3 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sample the Florida lifestyle in our four-bedroom, three-bathroom spacious air-conditioned villa with 26ft x 13ft privately screened, heated, south-facing swimming pool and spa.Located on the peaceful Indian Creek community, our holiday home is comfortably furnished throughout, only 3 miles away from...

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Featured review

"The best!"

We absolutely loved our stay here. From the moment we arrived, everything exceeded our expectations. The home was beautifully maintained, incredibly comfortable, and had everything we needed for a relaxing...

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$1,085
per week
Kissimmee House · Weekly Rentals
Sleeps 14, 7 bedrooms, 5.5 bathrooms
2 reviews

Distance to park: 5 miles to Disney World

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Excellent Private Detached Family Vacation home/Villa located in the Prestigious Man Gated Vacation Resort of EMERALD ISLAND RESORTS. SPECIAL DISCOUNTS FOR LONGER STAYS !!! . Monthly bookings during January to April at special Monthly Rates available. _________________________________________________________________ (Please...

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Featured review

"Amazing 7 Bed rooms Villa Near Disney"

Our stay with Family and friens were superb. Cost is just a fraction of what otherwise with any Hotels. VEry large House with 7 Bedrooms and 6 Wash rooms. Own private pool and lanai . Bbq grill was provided...

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$1,165
per week

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Kissimmee House · Weekly Rentals
Sleeps 10, 5 bedrooms, 4 bathrooms
8 reviews

Distance to park: 7 miles to Disney Hollywood Studio

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautiful, clean and spacious 5 bedroom and 4 bath house in the most sought after community near Disney! 10 minutes drive to Disney and you can hear the Disney fireworks at night. Close to stores, restaurants and tons of shops. The house was renovated and professionally designed recently. The house has...

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Featured review

"Exceeded expectations"

Beautiful home with every amenity possible from tp, paper towels, dishwashing pods, Mickey themed crock pot, waffle maker, every piece of cookware and utensils you could ever want, Keurig w/pods, traditional...

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$950
per week
Kissimmee Townhome · Weekly Rentals
Sleeps 6, 3 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to our beautiful townhome villa located at the luxurious 24-Hour Guard-Gated Emerald Island Resort in Kissimmee, Florida. Just 3 miles from Disney World's main gate.No cramped pool deck! No Shade from nearby houses blocking that fabulous Florida Sun! No shortage of pool chairs, tables...

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Featured review

"Outstanding rental!"

We spent three weeks in this rental and had a wonderful stay. Location is terrific. Very close to the pool, yet very quiet. Owner was great to work with and fast with communication. Home is clean and well...

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$740
per week
Kissimmee Condo · Weekly Rentals
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to park: 1 miles to Disney Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Come and enjoy your vacation in this comfortable condo, right by Disney. Yes Enjoy Three large screen TV's, DVD and free Wi-FI.Yes Beautiful/alluring condo, 1 mile from Disney world and minutes from other attractions, Such as sea world and Universal studio. In Celebration area Florida. Walking...

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Featured review

"Great place"

We love the place. Close to everything we needed. The place is spacious. Will rent again in the future. Frank was an awesome host.Gregory and Ghyslaine From Aruba

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$679
per week
Kissimmee Villa · Weekly Rentals
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Your family will be close to everything when you stay at this centrally-located gated Summerville Resort. It’s the perfect place for a trip!! The space is modern and stylish. This 4 bedroom (townhouse is Spacious enough to sleep 8.Access to resort, amenities, pool, gym, outdoor playground,...

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$1,250
per week
Kissimmee Townhome · Weekly Rentals
Sleeps 10, 4 bedrooms, 3.5 bathrooms
17 reviews

Distance to park: 5 miles to Animal Kingdom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Our home is within minutes of all the Orlando attractions, golf courses, shopping, and exciting night life. Our richly appointed vacation Townhouse will give you luxurious living and a vacation...

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Featured review

"Great!"

We love staying here. Close to everything, clean, spacious and reasonable priced. The area is quite and we have never had a problem. We have stayed here twice now and will cont when we visit Florida.

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$805
per week
Kissimmee Villa · Weekly Rentals
Sleeps 8, 3 bedrooms, 2 bathrooms
15 reviews

Distance to park: 12 miles to All Disney Theme Park

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

If you will be visiting Orlando Florida for all of the great attractions including Walt Disney World, Universal Studios, Sea World theme parks, and all of the other major attractions? You can stay in our beautifully decorated 3 bedroom private villa, which boasts it's own private pool for less than...

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Featured review

"Wonderful Vacation"

We enjoyed a lot during our stay. Everything was perfect! Thank you Mariana for making our stay excellent.

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$763
per week
Kissimmee Bungalow · Weekly Rentals
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to park: 5 miles to Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Perfect Vacation Home for Disney LoversAfter a thrilling day at the parks, retreat to your own private oasis in this stunning vacation home. The king-size master suite offers a peaceful escape for couples, featuring a plush bed, a large flat-screen TV for late-night movie marathons, and an inviting...

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Featured review

"We enjoyed our stay"

When you rent a place to stay you never know what you are going to get until you get there. As soon as we walked in the front door we knew we had done well. Nicely decorated, very clean, in a nice neighborhood. We...

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$1,015
per week
Special Offer
Kissimmee Condo · Weekly Rentals
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to park: 5 miles to Disney World

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our lakeside condo is on the ground floor and has a screened lanai seating area for your enjoyment. The living room is quite spacious and has a flat screen television, a DVD player, a queen sleeper sofa bed, and has seating for up to six guests. The dining area also has seating for six. Save money by...

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Featured review

"Very Comfortable and Quiet Long Term Stay"

We spent 6 weeks in Mary's Ground Floor 4 Bedroom Condo at Legacy Dunes. The condo is spacious and tastefully decorated, it is very clean and well equipped with all we needed for a comfortable long term...

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$600
per week
Kissimmee Villa · Weekly Rentals
Sleeps 14, 7 bedrooms, 4.5 bathrooms
3 reviews

Distance to park: 4 miles to Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Conveniently located on the Exclusive Emerald Island Resort. With 7 Bedrooms and 4.5 bathrooms, Berni’s Home from Home can easily accommodate two families travelling together or will give one family plenty of space.Enjoy relaxing by your very own private extended south facing pool or spend some...

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Featured review

"Very well maintained home"

This home was lovely and very well kept. Would rent again if the occasion arose that we needed a home this big again.

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$1,750
per week
Kissimmee Apartment · Weekly Rentals
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

2bd/2ba with the Best View in the amazing community of Storey Lake. Located 10 minutes from Disney Come in and enjoy a unique experience. There is a beautiful waterpark in the community center for you to enjoy. It is the perfect place to relax, have a good time and enjoy all that Orlando has to offer. This...

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Featured review

"2024 vacation"

The house was lovely.. lots of room, clean, bright The resort pool was absolutely beautiful.. my grandson loved his time in the pool .. lot of room to sit around and food at the pool area was really good

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$1,150
per week
Last Minute Deal
Kissimmee Villa · Weekly Rentals
Sleeps 11, 5 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Free pool heat plus a huge 20% off on bookings between 15th April upto 8th May 2026. Now also taking bookings for 2026/27/28. Sleeps 11 people plus 1 infant using travel cot. Welcome to “Hibiscus on the Lake” with a true south facing pool/spa. The villa has stunning, uninterrupted views...

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Featured review

"Great location"

Stayed here in April for 2 weeks as a family of 6 adults. Villa is in a great location with easy access to the parks. It is on the main lake with beautiful views. Lots of wildlife. Saw a family of otters...

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$1,620
per week
Kissimmee Villa · Weekly Rentals
Sleeps 20, 9 bedrooms, 5 bathrooms

Distance to park: 7 miles to Magic Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Escape to Peace of Paradise, a stunning, professionally designed villa in Storey Lake’s newest gated section, just 4 miles from Disney and minutes from Universal, SeaWorld, and Orlando’s top attractions.This spacious retreat was created for families and groups who appreciate both luxury...

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$3,493
per week
Kissimmee House · Weekly Rentals
Sleeps 7, 3 bedrooms, 2 bathrooms
16 reviews

Distance to park: 6 miles to Disney - Animal Kingdom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This private, lakefront with nature reserve, pool home offers a fusion of luxury, comfort, and convenience. This spacious 3 bedroom and 2 bath home has cathedral ceilings and an open floorplan, with a living room, breakfast nook, and formal dining area. The kitchen is fully outfitted with all the appliances...

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Featured review

"Paradise Cove"

Wonderful house, spotlessly clean. Pool area was lovely, but we didn't use it because it was so cold in Florida during our stay. Pool was clean and cleaned each week by friendly people. The only issues...

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$825
per week
New
Special Offer
Kissimmee Condo · Weekly Rentals
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our condo situated less than 2 miles from Disney World! This is the ultimate convenience for families and Disney enthusiasts. Enjoy the waterpark, pool and all amenities for NO FEES!Spacious 3-bedroom, 2-bath, 4th-Floor corner unit layout is ideal for families and groups. Fully equipped...

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$1,500
per week
Kissimmee House · Weekly Rentals
Sleeps 7, 3 bedrooms, 2 bathrooms
5 reviews

Distance to park: 6 miles to Disney - Animal Kingdom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The "Sweet Retreat" is just 6 miles to Disney! This "Sweet" Villa has 3 Bedrooms, 2 Baths and sparkling Sunny private pool... Perfect for families & "Sweet" on your feet with all tile in the main rooms & carpet in the bedrooms.The living room feels bright and...

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Featured review

"Very nice villa"

Had a 2 week stay at this very nice villa. Clean, comfortable and great pool area. Good locaction. We highly recommend.

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$825
per week
Kissimmee Townhome · Weekly Rentals
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to park: 2 miles to Fun Spot America Theme Parks

Key Amenities

  • Air conditioning
  • Hot tub
  • Rentals by owner
  • WiFi

About this property

Your family will be close to everything when you stay at this centrally-located place.This property it is fully renovated; first-floor unit with a laminate floor, high ceiling in the living room, open floor plan. The kitchen and bathrooms have been upgraded. The whole community was recently replumbed.Nice...

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Featured review

"Great Vacation Home"

We found the townhouse to be nicely decorated with cute little touches, updated, very clean and equipped with all the necessities for a fabulous experience. It's a very safe, quiet, peaceful location,...

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$699
per week
Kissimmee Villa · Weekly Rentals
Sleeps 12, 6 bedrooms, 5 bathrooms
5 reviews

Distance to park: 4 miles to Disney

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

We are only 3.5 miles from Disney!! So close to all the fun, Hollywood Studios, Sea World, beaches, walks, restaurants and shopping!! We are in the middle of it all! You will enjoy our lovely villa by yourself or with a group. Our pool is one of the biggest among the rental communities. When comparing...

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Featured review

"Wow!!!! Perfect 10 out of 10!!!!"

We stayed at the property for 6 nights during our recent family's Disney World vacation. Right from the start of the process, the owner was very courteous and prompt with her responses to our many questions....

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$3,003
per week
New
Kissimmee House · Weekly Rentals
Sleeps 8, 4 bedrooms, 3 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Great for SNOW BIRDS,TRANSITIONING/RELOCATION,DIGITAL NOMADS.Perfect home for SUMMERS, WINTERS, HOLIDAYS. This IMMACULATE, CLEAN, LUXURIOUS, WATERFRONT PROPERTY WITH AMAZING SUNSET VIEWS, PRIVATE HEATED POOL, 2 suites KING and QUEEN. Great for ROMANTIC GETAWAYS or FAMILY REUNIONS, LONG TERM STAYS OR VACATIONS...

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Featured review

"Excellent!"

We had a wonderful stay at Kiran's place! The house was exactly as described and impeccably clean. Kiran was an outstanding host, always quick to respond and very helpful with local tips. The location was...

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$1,575
per week
Kissimmee Villa · Weekly Rentals
Sleeps 18, 8 bedrooms, 4.5 bathrooms
17 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

One of the closest communities to Walt Disney World (less than 3 miles away), Emerald Island Resort is a quiet oasis in which to spend your vacation. Emerald Island is an exclusive man gated resort community less than a mile from the world famous US Highway 192 where you will find shops, restaurants,...

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Featured review

"One of the best rentals to date"

Everything that was in house info was delivered. Safe neighborhood and close to everything. House was clean and well set up for our family. Pool and hot tub were our favorite with plenty of room for everyone.

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$1,299
per week
Kissimmee Villa · Weekly Rentals
Sleeps 8, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Hello, Our vacation home is located in a gated community with a large swimming pool, playground for the children, shuffle board, pool table and a workout room. It’s a duplex with its own separate driveway. There are three bedrooms and two full baths. The kitchen was just fully remodeled in 2022...

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Featured review

"Clean and quiet retreat"

Nice, clean, and has all of the amenities necessary! I have enjoyed my stay in this quiet and peaceful vacation rental. Beautiful view of pond right outside of screened lanai. The home was clean, and Randy...

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$700
per week
Kissimmee Villa · Weekly Rentals
Sleeps 16, 7 bedrooms, 4.5 bathrooms
12 reviews

Distance to park: 3 miles to Disney world

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Newly furnished luxurious 2-story Villa home opens its door to welcome you! This villa is furnished with two master suite and one large bedroom with upscale King-size beds; two bedrooms with queen-size beds; and two bedrooms with two twin-beds each. All bedding and mattresses are Brand New with top quality...

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Featured review

"Once Again a Wonderful Vacation"

This is the third time we have rented a vacation home from Ann and Gary at Emerald Island Resort. The 7 bedroom home was perfect for our family of 12 people. Everyone commented how comfortable the beds...

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$1,159
per week
Kissimmee Townhome · Weekly Rentals
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Distance to park: 9 miles to Epcot

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your perfect Orlando retreat! Located in the heart of the action, our spacious 3-bedroom, 3-bathroom townhome is just minutes from Disney World, Universal Studios, and other top theme parks — and only 30 minutes from Orlando International Airport (MCO).

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Featured review

"Regal Oaks"

Dyana Espinosa was one of the best hosts we have had in our last six years in Florida. She was very informative and made check in and out very easy. The house was very well supplied with all the kitchen...

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$1,000
per week
Kissimmee House · Weekly Rentals
Sleeps 10, 5 bedrooms, 4 bathrooms

Distance to park: 6 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This beautiful 5 bedroom house is located in Crystal cove gated community. Perfect vacation home for families with small children or large groups. This vacation villa offers a sunny private pool, relaxing spa overlooking the lake. There are 2 master suites, private pool, community pool / gym. Pool...

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$1,645
per week
Kissimmee Villa · Weekly Rentals
Sleeps 24, 9 bedrooms, 6 bathrooms
14 reviews

Distance to park: 2 miles to Sunday's Grill

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

For last minute rentals or longer extended rentals, please inquiry about our discounted rates.This luxury vacation home is located in the Windsor at Westside upscale resort community - A perfect destination for DISNEY WORLD (10 minutes away), golf, and relaxing and celebrating with family and friends....

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Featured review

"Excellent"

Thank You Ann great service. Me and my family will be renting from you again in the future

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$2,299
per week
Kissimmee House · Weekly Rentals
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Distance to park: 12 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beautiful lakeside home with a private south facing pool in a gated community 12 miles from Disney. Enjoy fishing in the lake behind the house. Game room with pool table, skeet ball, foosball table and a gaming system with hundreds of old favorites like Pac Man and Mario Brothers. 4 bedrooms and 3 bathrooms....

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Featured review

"Vacation home"

It was a very relaxing vacation home. Everything was clean and dust free. No complaints at all. It’s a very nice community.

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$1,165
per week
Kissimmee Villa · Weekly Rentals
Sleeps 10, 5 bedrooms, 4 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

One of the closest possible communities to Walt Disney World (less than 3 miles away), Emerald Island is a quiet oasis in which to spend your vacation. Emerald Island is an exclusive gated community less than a mile from the world famous US Highway 192 where you will find shops, restaurants, and entertainment....

View all property information

Featured review

"Family vacation"

Our family were there for 2 1/2 weeks and everyone loved it. Location very close to parks,restaurants and stores.Grandkids loved the time in the pool. House was big enough for the family and clean.Screens...

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$950
per week
Kissimmee Villa · Weekly Rentals
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

RECENTLY REFURBISHEDLuxurious Windsor Palms with an extra wide cul de sac lot and with a pool that is not overlooked. Our guests enjoy terrific privacy in one of the premier resorts in the Disney vicinity. We have a south facing pool with kiddy pool and stand alone hot tub. Numerous child friendly...

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Featured review

"Awesome vacation"

Everything was perfect from start to finish. House was better than we expected, owner was great to deal with and will for sure book this house again and have already referred friends to book this property...

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$1,500
per week
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